Bi(diallylalkylamine) and preparation method thereof

A technology of bis-diallylalkylamine and diallylamine, applied in the field of bis-diallylalkylamine and its preparation, can solve the problem of polymerization of bis-diallylalkylamine and its quaternary ammonium salt There are no literature disclosures in the research and development of biological substances, so as to achieve the effects of easy popularization and industrialization, environmental protection of the process, and reduction of manufacturing costs.

Inactive Publication Date: 2009-12-16
HUNAN UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Whether foreign or domestic, the currently researched and developed diallyl quaternary ammonium monomers are all molecules containing only one group of diallylamine structures in the molecule. Fo...

Method used

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  • Bi(diallylalkylamine) and preparation method thereof
  • Bi(diallylalkylamine) and preparation method thereof
  • Bi(diallylalkylamine) and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] (1) According to the molar ratio of diallylamine, 1,2-dibromoethane and alkali at 2.0:1:2.0, 42.7mL of diallylamine, 15mL of 1,2-dibromoethane, 36.55 gNa 2 CO 3 Add 100mL of water into a 250mL three-necked bottle with a mechanical stirring and reflux device, stir well, react at 60°C for 24h, separate the solid to obtain the liquid phase;

[0041] (2) The above liquid phase is transferred to a 200mL separatory funnel, and after standing for 30min, the liquid is separated to obtain the oil phase;

[0042] (3) Add 29.1mg of polymerization inhibitor hydroquinone to the above oil phase and carry out vacuum distillation, collect the fraction at 122~125°C / 10×133.3Pa to obtain 32.8mL of colorless transparent liquid, namely N 1 , N 1 , N 2 , N 2 -tetraallyl-1,2-ethylenediamine, the yield is 76.40%;

[0043] (4) collecting step (2) liquid separation gained aqueous phase and step (3) vacuum distillation gained low-boiling fraction;

[0044] (5) Collect the solid obtained in...

Embodiment 2

[0046] (1) The aqueous phase and the low boiling point fraction collected in step (4) in Example 1 are added in the three-necked flask and then participate in this round of reaction;

[0047] (2) According to the molar ratio of diallylamine, 1,2-dibromoethane and alkali as 2.4:1:2.1, 51.2mL of diallylamine, 15mL of 1,2-dibromoethane and 49.28 K 2 CO 3 Add it into a 250mL three-necked bottle with a mechanical stirring and reflux device, stir well, react at 80°C for 15h, separate the solid to obtain the liquid phase;

[0048] (3) The above liquid phase was transferred to a 200mL separatory funnel, and after standing for 30min, the liquid was separated to obtain the oil phase;

[0049] (4) Add 47.9 mg of polymerization inhibitor hydroquinone to the above oil phase and carry out vacuum distillation, collect the fraction at 122~125°C / 10×133.3Pa to obtain 36mL of colorless transparent liquid, namely N 1 , N 1 , N 2 , N 2 -tetraallyl-1,2-ethylenediamine, the yield is 83.86%;

...

Embodiment 3

[0053] (1) The aqueous phase and the low-boiling point fraction collected in step (5) in Example 2 are added in the three-necked flask and then participate in this round of reaction;

[0054] (2) According to the molar ratio of diallylamine, 1,2-dibromoethane and alkali as 2.6:1:2.2, 55.5mL diallylamine, 15mL1,2-dibromoethane and 51.62 K 2 CO 3 Add it into a 250mL three-necked bottle with a mechanical stirring and reflux device, stir well, react at 100°C for 12h, separate the solid to obtain the liquid phase;

[0055] (3) The above liquid phase was transferred to a 200mL separatory funnel, and after standing for 30min, the liquid was separated to obtain the oil phase;

[0056] (4) Add 64.1 mg of polymerization inhibitor hydroquinone to the above oil phase for vacuum distillation, collect fractions at 122~125°C / 10×133.3Pa, and obtain 36.1 mL of colorless transparent liquid, namely N 1 , N 1 , N 2 , N 2 -tetraallyl-1,2-ethylenediamine, the yield is 84.09%;

[0057] (5) co...

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Abstract

The invention relates to bi(diallylalkylamine) and a preparation method thereof. The preparation method uses a technical scheme comprising the steps of using water or alcohol as a reaction medium, using diallylamine and terminal dihalohydrocarbon as raw materials, performing a nucleophilic substitution reaction on the raw materials under an alkaline condition, separating the obtained liquid phase, performing reduced pressure distillation on the oil phase obtained through separation to obtain the bi(diallylalkylamine), returning water phase obtained through the separation and low-boiling-point fractions obtained through the reduced pressure distillation to a reactor for the next round of reaction, so as to prepare the bi(diallylalkylamine) which contains two groups of diallylamine radicals distributed at the two ends of an alkyl chain and is similar to the binary star. The invention overcomes the defects that the existing diallyl quaternary ammonium salt monomer molecule only has a group of diallylamine radicals and relatively less active radicals, and the application range thereof is relatively narrow; and the product of the invention is used as an inorganic synthetic intermediate, the intermediate of a bi(diallyl) quaternary ammonium salt monomer and cross-linking agent for macromolecular synthesis.

Description

technical field [0001] The invention relates to fine chemical and polymer chemical products and synthesis, in particular to a bis-diallylalkylamine and a preparation method thereof. Background technique [0002] Diallyl dialkyl quaternary ammonium salt polymer is a new type of water-soluble polymer first developed by American scholars G.B.Butler and F.L.Ingley in the 1950s. Due to its high positive charge density, good water solubility and high efficiency It is non-toxic, cheap compared to other cationic polymers, and has the advantages of bactericidal properties. It has been widely used in the fields of petroleum exploration, papermaking, mining, textile printing and dyeing, water treatment, daily chemical industry, food and pharmaceutical industries. For decades, people have been interested in the homopolymer of diallyl quaternary ammonium salt represented by dimethyl dienyl ammonium chloride and its combination with alkenyl monomers (acrylamide, acrylic acid, sodium p-sty...

Claims

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Application Information

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IPC IPC(8): C07C211/22C07C209/08C08K5/17
Inventor 刘立华肖体乐吴俊令玉林
Owner HUNAN UNIV OF SCI & TECH
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